##ization took advantage of the β @ - @ silicon effect in order to direct the reg ##ios ##ele ##ct ##ivity of the elimination step . this chemistry was developed most extensively by professor scott denmark of the university of illinois , urbana @ - @ champaign in the mid @ - @ 1980s and utilizes st ##oic ##hi ##ometric amounts of iron tri ##ch ##lor ##ide to promote the reaction . with bi ##cy ##cl ##ic products , the cis iso ##mer was selected for to varying degrees . the silicon @ - @ directed na ##zar ##ov cy ##cl ##ization reaction was subsequently employed in the synthesis of the natural product si ##lp ##hine ##ne , shown below . the cy ##cl ##ization takes place before
##ization took advantage of the β @ - @ silicon effect in order to direct the regioselectivity of the elimination step. this chemistry was developed most extensively by professor scott denmark of the university of illinois, urbana @ - @ champaign in the mid @ - @ 1980s and utilizes stoichiometric amounts of iron trichloride to promote the reaction. with bicyclic products, the cis isomer was selected for to varying degrees. the silicon @ - @ directed nazarov cyclization reaction was subsequently employed in the synthesis of the natural product silphinene, shown below. the cyclization takes place before